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4206-67-1

4206-67-1 Structure

4206-67-1 Structure
IdentificationMore
[Name]

(IODOMETHYL)TRIMETHYLSILANE
[CAS]

4206-67-1
[Synonyms]

(IODOMETHYL)TRIMETHYLSILANE
(TRIMETHYLSILYL)METHYL IODIDE
Silane, (iodomethyl)trimethyl-
(IODOMETHYL)TRIMETHYLSILANE 99%
(Trimethylsilyl)iodomethane
Trimethyl(iodomethyl)silane
[EINECS(EC#)]

224-123-6
[Molecular Formula]

C4H11ISi
[MDL Number]

MFCD00001077
[Molecular Weight]

214.12
[MOL File]

4206-67-1.mol
Chemical PropertiesBack Directory
[Appearance]

CLEAR YELLOW TO BROWN LIQUID
[Melting point ]

137-141 °C
[Boiling point ]

139-141 °C (lit.)
[density ]

1.443 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.491(lit.)
[Fp ]

89 °F
[storage temp. ]

Flammables area
[solubility ]

Difficult to mix.
[form ]

clear liquid
[color ]

Colorless to Light orange to Yellow
[Specific Gravity]

1.441
[Hydrolytic Sensitivity]

3: reacts with aqueous base
[Sensitive ]

Light Sensitive
[BRN ]

1731485
[InChI]

1S/C4H11ISi/c1-6(2,3)4-5/h4H2,1-3H3
[InChIKey]

VZNYXGQMDSRJAL-UHFFFAOYSA-N
[SMILES]

C[Si](C)(C)CI
[CAS DataBase Reference]

4206-67-1(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
S16:Keep away from sources of ignition-No smoking .
[RIDADR ]

UN 2924 3/PG 3
[WGK Germany ]

3
[F ]

8-10-21
[TSCA ]

No
[HazardClass ]

3.2
[PackingGroup ]

III
[HS Code ]

29319090
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

CLEAR YELLOW TO BROWN LIQUID
[Physical properties]

bp 140–142 °C; d 1.442 g cm?3.
[Uses]

(Iodomethyl)trimethylsilane can be used as electrophile for the preparation of allylsilanes and propargylsilanes; forms carbon alkylation adducts useful for alkene synthesis; alkylation adducts are frequently a source of fluorideinduced reactive intermediates, forming nitrogen and sulfur alkylation adducts that function as ylide precursors; readily undergoes metal–halogen exchange to generate a reagent for Peterson methylenation.
[Uses]

(Iodomethyl)trimethylsilane is used for the N-alkylation of amides, in a reaction sequence to prepare unstabilized ylides for [2+3]-cycloadditions. It can react with acetoacetic acid ethyl ester to get 3-trimethylsilanyl-proπonic acid ethyl ester.
[Purification Methods]

If slightly violet in colour, wash it with aqueous 1% sodium metabisulfite, H2O, dry (Na2SO4) it and fractionally distil it at 760mm. [Whitmore & Sommer J Am Chem Soc 68 481 1946, Beilstein 4 IV 3878.]
Spectrum DetailBack Directory
[Spectrum Detail]

(IODOMETHYL)TRIMETHYLSILANE(4206-67-1)MS
(IODOMETHYL)TRIMETHYLSILANE(4206-67-1)1HNMR
(IODOMETHYL)TRIMETHYLSILANE(4206-67-1)13CNMR
(IODOMETHYL)TRIMETHYLSILANE(4206-67-1)IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(Iodomethyl)trimethylsilane, 99%(4206-67-1)
[Sigma Aldrich]

4206-67-1(sigmaaldrich)
[TCI AMERICA]

(Iodomethyl)trimethylsilane,>97.0%(GC)(4206-67-1)
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